JPH0586391B2 - - Google Patents

Info

Publication number
JPH0586391B2
JPH0586391B2 JP84243142A JP24314284A JPH0586391B2 JP H0586391 B2 JPH0586391 B2 JP H0586391B2 JP 84243142 A JP84243142 A JP 84243142A JP 24314284 A JP24314284 A JP 24314284A JP H0586391 B2 JPH0586391 B2 JP H0586391B2
Authority
JP
Japan
Prior art keywords
carbon atoms
alkyl
formula
imidazo
quinoline
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
JP84243142A
Other languages
English (en)
Japanese (ja)
Other versions
JPS60123488A (ja
Inventor
Efu Gaasutaa Jon
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Riker Laboratories Inc
Original Assignee
Riker Laboratories Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Riker Laboratories Inc filed Critical Riker Laboratories Inc
Publication of JPS60123488A publication Critical patent/JPS60123488A/ja
Publication of JPH0586391B2 publication Critical patent/JPH0586391B2/ja
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/08—Bronchodilators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/38—Nitrogen atoms
    • C07D215/42—Nitrogen atoms attached in position 4

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Virology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pulmonology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Physical Water Treatments (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Alarm Systems (AREA)
  • Quinoline Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Luminescent Compositions (AREA)
  • Lubricants (AREA)
JP59243142A 1983-11-18 1984-11-17 １ｈ‐イミダゾ〔４，５‐ｃ〕キノリン類および１ｈ‐イミダゾ〔４，５‐ｃ〕キノリン‐４‐アミン類 Granted JPS60123488A (ja)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US55315783A 1983-11-18 1983-11-18
US55315883A 1983-11-18 1983-11-18
US553157 1983-11-18
US553158 1983-11-18

Publications (2)

Publication Number Publication Date
JPS60123488A JPS60123488A (ja) 1985-07-02
JPH0586391B2 true JPH0586391B2 (enrdf_load_html_response) 1993-12-10

Family

ID=27070262

Family Applications (1)

Application Number Title Priority Date Filing Date
JP59243142A Granted JPS60123488A (ja) 1983-11-18 1984-11-17 １ｈ‐イミダゾ〔４，５‐ｃ〕キノリン類および１ｈ‐イミダゾ〔４，５‐ｃ〕キノリン‐４‐アミン類

Country Status (15)

Country Link
EP (2) EP0310950B1 (enrdf_load_html_response)
JP (1) JPS60123488A (enrdf_load_html_response)
KR (1) KR900005657B1 (enrdf_load_html_response)
AT (2) ATE84525T1 (enrdf_load_html_response)
AU (2) AU581190B2 (enrdf_load_html_response)
CA (1) CA1271477A (enrdf_load_html_response)
DE (3) DE3481124D1 (enrdf_load_html_response)
DK (6) DK164280C (enrdf_load_html_response)
ES (1) ES537677A0 (enrdf_load_html_response)
IE (1) IE57874B1 (enrdf_load_html_response)
IL (2) IL84537A (enrdf_load_html_response)
NL (2) NL980043I1 (enrdf_load_html_response)
NO (7) NO163819C (enrdf_load_html_response)
NZ (1) NZ210228A (enrdf_load_html_response)
PH (1) PH22338A (enrdf_load_html_response)

Families Citing this family (74)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1306260C (en) * 1985-10-18 1992-08-11 Shionogi & Co., Ltd. Condensed imidazopyridine derivatives
US4942168A (en) * 1987-07-13 1990-07-17 Hoechst-Roussel Pharmaceuticals Inc. Hydroxyquinoline amines, and method of enhancing memory in mammals
CA1335996C (en) * 1988-02-16 1995-06-20 Susumu Takada 2-substituted carbonylimidazo¬4,5-c|quinolines
EP0361489A3 (en) * 1988-09-30 1991-06-12 Chugai Seiyaku Kabushiki Kaisha Novel 3,4-diaminoquinoline and pyridine compounds
DE69029212T2 (de) * 1989-02-27 1997-05-22 Riker Laboratories Inc 4-Amino-1H-Imidazo(4,5-c)chinoline als antivirale Mittel
US4994468A (en) * 1989-03-07 1991-02-19 Kyowa Hakko Kogyo Co., Ltd. Imidazoquinolone derivatives
US4929624A (en) * 1989-03-23 1990-05-29 Minnesota Mining And Manufacturing Company Olefinic 1H-imidazo(4,5-c)quinolin-4-amines
CA2021338C (en) * 1989-07-18 1996-07-16 Fumio Suzuki Imidazoquinolone derivatives
US4988815A (en) * 1989-10-26 1991-01-29 Riker Laboratories, Inc. 3-Amino or 3-nitro quinoline compounds which are intermediates in preparing 1H-imidazo[4,5-c]quinolines
FR2654021B1 (fr) * 1989-11-07 1992-02-28 Simond Jacques Procede de vitrification de cendres volantes et dispositif pour sa mise en óoeuvre.
GB8928281D0 (en) * 1989-12-14 1990-02-21 Smith Kline French Lab Compounds
CA2043715C (en) * 1990-06-01 1997-01-07 Fumio Suzuki Imidazonaphthyridine derivatives
HU222111B1 (hu) * 1991-03-01 2003-04-28 Minnesota Mining And Manufacturing Co. 1H-imidazo[4,5-c]kinolin-származékok, ilyen vegyületeket tartalmazó gyógyászati készítmények és eljárás ezek előállítására
US5266575A (en) * 1991-11-06 1993-11-30 Minnesota Mining And Manufacturing Company 2-ethyl 1H-imidazo[4,5-ciquinolin-4-amines
IL105325A (en) * 1992-04-16 1996-11-14 Minnesota Mining & Mfg Immunogen/vaccine adjuvant composition
US5395937A (en) * 1993-01-29 1995-03-07 Minnesota Mining And Manufacturing Company Process for preparing quinoline amines
US5693811A (en) * 1996-06-21 1997-12-02 Minnesota Mining And Manufacturing Company Process for preparing tetrahdroimidazoquinolinamines
EP0894797A4 (en) * 1997-01-09 2001-08-16 Terumo Corp NEW AMID DERIVATIVES AND INTERMEDIATES ON YOUR SYNTHESIS
JPH10298181A (ja) * 1997-04-25 1998-11-10 Sumitomo Pharmaceut Co Ltd タイプ２ヘルパーｔ細胞選択的免疫応答抑制剤
JP2000119271A (ja) 1998-08-12 2000-04-25 Hokuriku Seiyaku Co Ltd １ｈ―イミダゾピリジン誘導体
UA74852C2 (en) * 2000-12-08 2006-02-15 3M Innovative Properties Co Urea-substituted imidazoquinoline ethers
AU2002359291C1 (en) * 2001-10-23 2008-11-20 Merck Serono Sa Azole derivatives and pharmaceutical compositions containing them
GB0211649D0 (en) * 2002-05-21 2002-07-03 Novartis Ag Organic compounds
HRP20050159A2 (en) 2002-07-23 2005-08-31 Teva Gy�gyszergy�r R�szv�nyt�rsas�g Preparation of 1h-imidazo[4,5-c]quinolin-4-amines via 1h-imidazo [4,5-c]quinolin-4-ph-thalimide intermediates
PT1539752E (pt) 2002-07-26 2007-05-31 Teva Gyogyszergyar Zartkoeruen Preparação de 1h-imidazo [4,5-c] quinolina-4-aminas via novos intermediários imidazo [4,5-c] quinolina-4-ciano e 1h-imidazo [4,5-c] quinolina-4-carboxamida
TW200510412A (en) 2003-08-12 2005-03-16 3M Innovative Properties Co Oxime substituted imidazo-containing compounds
JP5128815B2 (ja) 2003-08-27 2013-01-23 スリーエム イノベイティブ プロパティズ カンパニー アリールオキシ置換およびアリールアルキレンオキシ置換イミダゾキノリン
EP1660026A4 (en) 2003-09-05 2008-07-16 3M Innovative Properties Co TREATMENT FOR CD5 + B CELL LYMPHOMA
US7687628B2 (en) 2003-10-01 2010-03-30 Taro Pharmaceuticals U.S.A., Inc. Method of preparing 4-amino-1H-imidazo(4,5-c)quinolines and acid addition salts thereof
US7544697B2 (en) 2003-10-03 2009-06-09 Coley Pharmaceutical Group, Inc. Pyrazolopyridines and analogs thereof
JP5043435B2 (ja) 2003-10-03 2012-10-10 スリーエム イノベイティブ プロパティズ カンパニー アルコキシ置換イミダゾキノリン
ITMI20032121A1 (it) * 2003-11-04 2005-05-05 Dinamite Dipharma Spa In Forma Abbr Eviata Dipharm Procedimento per la preparazione di imiquimod e suoi intermedi
WO2005048945A2 (en) 2003-11-14 2005-06-02 3M Innovative Properties Company Hydroxylamine substituted imidazo ring compounds
JP2007511527A (ja) 2003-11-14 2007-05-10 スリーエム イノベイティブ プロパティズ カンパニー オキシム置換イミダゾ環化合物
JP4891088B2 (ja) 2003-11-25 2012-03-07 スリーエム イノベイティブ プロパティズ カンパニー 置換されたイミダゾ環系および方法
JP2007517035A (ja) 2003-12-29 2007-06-28 スリーエム イノベイティブ プロパティズ カンパニー アリールアルケニルおよびアリールアルキニル置換されたイミダゾキノリン
JP2007517044A (ja) 2003-12-30 2007-06-28 スリーエム イノベイティブ プロパティズ カンパニー イミダゾキノリニル、イミダゾピリジニル、およびイミダゾナフチリジニルスルホンアミド
TW200612932A (en) 2004-03-24 2006-05-01 3M Innovative Properties Co Amide substituted imidazopyridines, imidazoquinolines, and imidazonaphthyridines
WO2005123080A2 (en) 2004-06-15 2005-12-29 3M Innovative Properties Company Nitrogen-containing heterocyclyl substituted imidazoquinolines and imidazonaphthyridines
US7915281B2 (en) 2004-06-18 2011-03-29 3M Innovative Properties Company Isoxazole, dihydroisoxazole, and oxadiazole substituted imidazo ring compounds and method
WO2006009826A1 (en) 2004-06-18 2006-01-26 3M Innovative Properties Company Aryloxy and arylalkyleneoxy substituted thiazoloquinolines and thiazolonaphthyridines
US7897609B2 (en) 2004-06-18 2011-03-01 3M Innovative Properties Company Aryl substituted imidazonaphthyridines
ES2392647T3 (es) 2004-12-30 2012-12-12 3M Innovative Properties Company Compuestos tetracíclicos quirales que inducen la biosíntesis de interferón
EP1831221B1 (en) 2004-12-30 2012-08-08 3M Innovative Properties Company Substituted chiral fused 1,2 imidazo 4,5-c ring compounds
WO2006084251A2 (en) 2005-02-04 2006-08-10 Coley Pharmaceutical Group, Inc. Aqueous gel formulations containing immune reponse modifiers
JP2008530113A (ja) 2005-02-11 2008-08-07 コーリー ファーマシューティカル グループ，インコーポレイテッド オキシムおよびヒドロキシラミン置換イミダゾ［４，５−ｃ］環化合物および方法
AU2006232377A1 (en) 2005-04-01 2006-10-12 Coley Pharmaceutical Group, Inc. Pyrazolopyridine-1,4-diamines and analogs thereof
JP2008538550A (ja) 2005-04-01 2008-10-30 コーリー ファーマシューティカル グループ，インコーポレイテッド ウイルス感染および腫瘍性疾患を処置するためのサイトカイン生合成の調節因子としての１−置換ピラゾロ（３，４−ｃ）環状化合物
EP1931352B1 (en) 2005-08-22 2016-04-13 The Regents of The University of California Tlr agonists
CA2653941C (en) 2006-05-31 2013-01-08 The Regents Of The University Of California Substituted amino purine derivatives and uses thereof
US7906506B2 (en) 2006-07-12 2011-03-15 3M Innovative Properties Company Substituted chiral fused [1,2] imidazo [4,5-c] ring compounds and methods
AU2008227128B2 (en) 2007-02-07 2012-12-06 The Regents Of The University Of California Conjugates of synthetic TLR agonists and uses therefor
EP2009002A1 (en) * 2007-06-21 2008-12-31 Institut National De La Sante Et De La Recherche Medicale (Inserm) New process for the manufacture of 1H-imidazo [4,5-c]-quinoline ring systems
WO2010088924A1 (en) 2009-02-06 2010-08-12 Telormedix Sa Pharmaceutical compositions comprising imidazoquinolin(amines) and derivatives thereof suitable for local administration
KR20110117705A (ko) 2009-02-11 2011-10-27 더 리전트 오브 더 유니버시티 오브 캘리포니아 톨-유사 수용체 조정제 및 질병의 치료
CA3021114C (en) * 2010-08-17 2021-06-22 3M Innovative Properties Company Use of the lipidated immune response modifier compound n-4-{[4-amino-2-butyl-1h-imidazo[4,5-c]quinolin-1-yl]oxy}butly)octadecanamide
US8728486B2 (en) 2011-05-18 2014-05-20 University Of Kansas Toll-like receptor-7 and -8 modulatory 1H imidazoquinoline derived compounds
IN2014KN00948A (enrdf_load_html_response) 2011-10-04 2015-08-21 Janus Biotherapeutics Inc
BR122021012629B1 (pt) 2013-02-01 2022-06-07 Wellstat Therapeutics Corporation Compostos de amina, composição compreendendo os referidos compostos e usos dos mesmos
CA2902833A1 (en) 2013-03-15 2014-09-18 Syngenta Participations Ag Microbicidally active imidazopyridine derivatives
ES2538880B1 (es) * 2013-12-24 2016-09-08 Laboratorios Viñas S.A. Un procedimiento para obtener 4-amino-1-isobutil-1H-imidazo[4,5-c]quinoleína
CN105899537A (zh) 2014-01-10 2016-08-24 博笛生物科技（北京）有限公司 靶向表达egfr的肿瘤的化合物和组合物
DK3166976T3 (da) 2014-07-09 2022-04-11 Birdie Biopharmaceuticals Inc Anti-pd-l1-kombinationer til behandling af tumorer
EP3350178B1 (en) * 2015-09-14 2021-10-20 Pfizer Inc. Novel imidazo [4,5-c]quinoline and imidazo [4,5-c][1,5]naphthyridine derivatives as lrrk2 inhibitors
CN106943597A (zh) 2016-01-07 2017-07-14 博笛生物科技（北京）有限公司 用于治疗肿瘤的抗-egfr组合
CN106943596A (zh) 2016-01-07 2017-07-14 博笛生物科技（北京）有限公司 用于治疗肿瘤的抗-cd20组合
EP3445761A1 (en) 2016-04-19 2019-02-27 Innate Tumor Immunity, Inc. Nlrp3 modulators
WO2017184735A1 (en) * 2016-04-19 2017-10-26 Ifm Therapeutics, Inc Nlrp3 modulators
US11697851B2 (en) 2016-05-24 2023-07-11 The Regents Of The University Of California Early ovarian cancer detection diagnostic test based on mRNA isoforms
TWI674261B (zh) 2017-02-17 2019-10-11 美商英能腫瘤免疫股份有限公司 Nlrp3 調節劑
CN118515666A (zh) 2017-04-27 2024-08-20 博笛生物科技有限公司 2-氨基-喹啉衍生物
CA3067268A1 (en) 2017-06-23 2018-12-27 Birdie Biopharmaceuticals, Inc. Crystalline resiquimod monosulfate anhydrate and its preparation and uses
FR3113287B1 (fr) 2020-08-07 2023-06-23 Phv Pharma Procédé industriel de synthèse de l’imiquimod à partir de la quinolèine-2,4-diol applicable à son utilisation pharmaceutique
CN116528875A (zh) * 2020-12-09 2023-08-01 维尔斯达医疗公司 具有抗炎、抗真菌、抗寄生虫和抗癌活性的咪唑并喹啉化合物

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3700674A (en) * 1969-04-30 1972-10-24 American Cyanamid Co 4-alkylamino-3-nitroquinolines
IL68495A0 (en) * 1982-05-03 1983-07-31 Lilly Co Eli 2-phenylimidazo(4,5-c)pyridines

Also Published As

Publication number Publication date
EP0145340A3 (en) 1986-06-11
DK136091A (da) 1991-07-16
NO890826D0 (no) 1989-02-27
DK135891D0 (da) 1991-07-16
DE3486043T2 (de) 1993-06-03
DK164452C (da) 1992-11-09
NO163819B (no) 1990-04-17
NO163819C (no) 1990-08-01
IL84537A0 (en) 1988-04-29
DE3486043D1 (de) 1993-02-25
NO165146C (no) 1991-01-02
DK165921B (da) 1993-02-08
ES8603477A1 (es) 1985-12-16
NO890825L (no) 1985-05-20
IE842952L (en) 1985-05-18
NO165147C (no) 1991-01-02
DE3481124D1 (de) 1990-03-01
KR850003890A (ko) 1985-06-29
CA1271477A (en) 1990-07-10
ATE49763T1 (de) 1990-02-15
NO168705B (no) 1991-12-16
DK136191D0 (da) 1991-07-16
KR900005657B1 (ko) 1990-08-03
EP0310950A1 (en) 1989-04-12
IE57874B1 (en) 1993-05-05
DK136191A (da) 1991-07-16
NO165145B (no) 1990-09-24
NZ210228A (en) 1989-01-27
DK164455B (da) 1992-06-29
DK164451B (da) 1992-06-29
NO890823L (no) 1985-05-20
DK169179B1 (da) 1994-09-05
NL980041I2 (nl) 1999-07-01
ES537677A0 (es) 1985-12-16
NO890824L (no) 1985-05-20
DK542684A (da) 1985-05-19
ATE84525T1 (de) 1993-01-15
NO165145C (no) 1991-01-02
JPS60123488A (ja) 1985-07-02
DK135791D0 (da) 1991-07-16
NO890822D0 (no) 1989-02-27
DK135791A (da) 1991-07-16
NL980041I1 (nl) 1999-02-01
PH22338A (en) 1988-08-12
DK164280B (da) 1992-06-01
DK135991A (da) 1991-07-16
IL84537A (en) 1990-12-23
EP0145340A2 (en) 1985-06-19
AU3540284A (en) 1985-05-23
DK164452B (da) 1992-06-29
DK165921C (da) 1993-06-28
NL980043I1 (nl) 1999-02-01
DK135891A (da) 1991-07-16
DK135991D0 (da) 1991-07-16
AU581190B2 (en) 1989-02-16
AU611997B2 (en) 1991-06-27
NO890824D0 (no) 1989-02-27
NO169437C (no) 1992-06-24
NO890825D0 (no) 1989-02-27
NO890826L (no) 1985-05-20
DK136091D0 (da) 1991-07-16
DK542684D0 (da) 1984-11-15
DK164455C (da) 1992-11-16
EP0310950B1 (en) 1993-01-13
DE19975027I2 (de) 2000-09-21
NO1999015I1 (no) 1999-07-08
NO890823D0 (no) 1989-02-27
NO165146B (no) 1990-09-24
EP0145340B1 (en) 1990-01-24
NO890822L (no) 1985-05-20
AU2991189A (en) 1989-06-15
NO165147B (no) 1990-09-24
DK164280C (da) 1992-11-30
DK164451C (da) 1992-11-09
NO168705C (no) 1992-03-25
NO169437B (no) 1992-03-16
NO844565L (no) 1985-05-20

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